Basil & Chocolate: Indulging in Italian Riviera and Umbrian Countryside Tour

Town of Positano on the Amalfi Coast, Italy

What to expect on this itinerary

The charm of the Italian Riviera emanates from contemporary luxuries hidden within the serene seaside villages. The enchantment of Umbria rises from the medieval streets, bucolic hills, and overlooked towns that burst out of iconic vineyards. Your custom tailored tour combines the majesty of land and sea to take you on a remarkable journey through ancient city walls and continued traditions, tranquil hiking trails and opulent marinas. A statue of Neptune adorns the cliff that overlooks the Mediterranean as a powerful waterfall erupts from an emerald forest. Unwrap the wonder of the Riviera and Umbrian regions to enjoy pebbled beaches and perfect panoramas.

Countries Visited

Italy

Places Visited

Levanto, Bonassola, Framura, Monterosso, Corniglia, Manarola, Riomaggiore, Vernazza, La Scarzuola, Bevagna, Marmore Falls, Assisi, Perugia, Pisa, the Gulf of Poets, Tellaro, Lerici

Suggested Duration

8 Days

Customizable Itinerary

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Day 1

Monterosso – Arrive at Pisa Airport and Transfer to Colorful Cinque Terre

The beauty of the five towns of Cinque Terre nears mythical proportions. Each town contains a distinctive culture and design, from nestling into the rocks of the Ligurian coastal mountains to forming a natural harbor overlooking the Mediterranean Sea. A series of trails connect the five towns together, strewn along the mountain ridges and over the plateaus and follows ancient goat herder paths and pilgrimage routes. Your flight will land at Galileo Galilei International Airport in Pisa where you will meet your private transfer. Venture first to the town of Levanto, located to the north of Monterosso and separated by a mountain promontory.

Next, board a local train for a brief, but scenic, ride through a tunnel to reach the station at Monterosso, the most northerly of the five towns of Cinque Terre. The city was first mentioned in documents written in the 11th century. Pebbles and white sand merge on the beach, set beneath the green hills that frame the town. Umbrellas shade the lounge chairs and fill with beachgoers. The Mediterranean Sea shimmers with sapphire hues that darken with the depths of the water. A hotel representative will meet you at the train station and escort you to the impressive hotel built on the terraces that overlook the Ligurian coast. Sheer cliffs turn the paradise into a stunning vista, and your private room will have a marvelous terrace that encompasses the beauty of the region, from the vineyards above to the splashing water below.

What's Included:

Accommodation
Transfer
Day 2

Monterosso – Trek the Splendor of the Church Trail Connecting the Towns

Day 3

Monterosso – Enjoy an Active Day Exploring the Ligurian Coast at your Pace

Day 4

Monterosso – Relax on the Ligurian Coast and in Cinque Terre at Leisure

Day 5

Perugia – Explore the Delights of Tuscany en route to Gorgeous Perugia

Day 6

Perugia – Discover the Historical and Captivating Towns of Umbria

Day 7

Perugia – Visit Stunning La Scarzuola, Bevagna, and Marmore Falls

Day 8

Perugia – Depart for Home

Trip Highlights

  • Delight in an active exploration of the Italian Riviera north of Cinque Terre to enjoy the unhindered traditions and the gorgeous landscape
  • Wander along the Gulf of Poets to discover the small towns of the Italian Riviera before reaching the opulent Portofino
  • Walk the trails of Cinque Terre to connect the historical churches of each village while enjoying remarkable views of the landscape and coastline
  • Indulge in the bright flavors of the Ligurian coastline with a private cooking class in the heart of Monterosso al Mare
  • See the staggering and dramatic image of Marmore Falls in southern Umbria
  • Witness the elements of the Genoese and Pisan Republics that shaped the Ligurian coast as the two naval powerhouses fought for coastal supremacy
  • See the grandeur and charm of Pisa’s decadent past through its preserved architectural wonders dating back to the 12th century
  • Embrace the quality and unique characteristics of the chocolate crafted and sold in the city of Perugia
  • Sample the delicious qualities of the wines of Cinque Terre during a private wine tour led by a local guide
  • Wander through the distinctive treasures of La Scarzuola for an immersive experience in the creative mind of a celebrated 20th-century Italian Architect

Detailed Description

Your 8-day vacation will embody the enchantment of Italy to welcome you with a blend of history and beauty, tradition, and cuisine. Embrace the wonder of the seaside trails that connect the towns of Cinque Terre, and enjoy the marvelous cobblestone streets of Perugia, home to a medieval university and celebrated chocolate confections. Your Italian immersion will begin with your arrival at Galileo Galilei Airport in Pisa, and your private transfer will escort you to the seaside town of Levanto to meet your train to Monterosso al Mare. The short ride takes you through a tunnel of the Maritime Alps and opens to the bright light of the Mediterranean coast.

A representative from your hotel will meet you at the train station and lead you to your lavish accommodation located on the cliffs between gorgeous vineyards and magnificent water. You have the marvels of the land and the sea at your fingertips as you wake the next day to wander along the Sanctuary Trail to visit the towns and local churches of Cinque Terre from Monterosso to Riomaggiore. Next day, you will mount a bike and travel northbound along the Italian Riviera to visit Levanto, Bonassola, and Framura, known for its quiet beaches, serene landscape, and delicious focaccia bread.

Embrace the relaxed pace of the coastline as you continue to enjoy the Riviera at your leisure. You could wander the different trails along the hillside or venture to the secluded shore of Abbey San Fruttuoso. You could also visit the towns of Tellaro and Lerici, which have maintained their connection to their fishing village roots along the Gulf of Poets that leads to Portofino. Your private transfer will escort you to Pisa for an in-depth exploration of the former Republic’s grandeur and then continue southbound to the city of Perugia for an introductory tour of the medieval streets and ancient city walls.

Travel across the vale on the following day to visit the famous town of Assisi before returning to Perugia for a chocolate tour of the confectionaries and factories, including tasting the treasured sweet treat. Delve deeper as you move into the marvels of Umbria by visiting the distinctive towns of La Scarzuola and Bevagna, along with the dramatic Marmore Falls. Conclude as your private transfer will meet you at the hotel and lead you to Umbria International Airport for your flight home.  

Starting Price

$3,600 per person (excluding international flights)

Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.

What's Included

  • Accommodations
  • In-country transportation
  • Some or all activities and tours
  • Expert trip planning
  • 24x7 support during your trip

Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.

4.9

Verified Traveler Reviews

Based on 431 reviews

Italy Tour Review: Monterosso al Mare, 10 Nights

We loved the hotels you selected. The drivers were prompt and the guides were good. We especially loved our guide in Florence. Monterosso al Mare was beautiful.

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Italy Travel Review: Perugia, Orvieto, Rome, Cooking Class, Cuisine, 1 Week
"Zicasso’s travel company did an excellent job designing our trip and provided support when we needed to make last-minute modifications."

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Italy Tour Review: Tuscany, Florence, Montalcino, Castellina, Chianti, Wine Tasting, Cheese Experience, Local Cuisine, Walking Tour, 9-Day Trip

We loved everything about our trip to Tuscany. We had great, comfortable hotels as bases to explore the beautiful countryside and towns. Our hotels had kind, welcoming staff. Zicasso's travel company provided helpful suggestions and reserved non-touristy restaurants and enjoyable, interesting activities: eating in Florence, wine tasting in Montalcino, and cheese making in Pienza.

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Italy Trip Review: Rome, Venice, Florence, Opera, Walking Tours, 10 Nights

We had a fantastic experience for a first-time trip to Italy. I wasn't sure how this would be, considering I learned about Zicasso while trying to plan the trip myself. Zicasso put me in touch with a travel specialist and the whole team was incredibly responsive to my many, many questions. If they were ever annoyed, it didn’t show.

I really wanted a smooth experience for my family of five, including three teens, one of whom has Celiac. Our agent was great in helping plan out the experience we wanted. As you may know, it is challenging to find rooms for five in Europe, but the travel company found apartments (usually two bedrooms with a pull-out couch) in the heart of town. You can really customize what you do, but we elected to plan our own meals and handle some of our own transport. We did have one issue where the van driver taking us to the train failed to show. I got one with Uber and the travel company quickly (I mean before we got home quickly!) refunded that amount.

Our contact in Italy was amazing and patient. I can’t give her enough credit. Any time I was unsure of something, she was there. The tours were great, especially Florence and Rome. You may be able to find the companies online, but ours seems to have the connections to get the best guides.

As for meals, we didn’t have any issues. We used an app and got a few recommendations from the travel company and local guides. Even our wine-tasting tour out in Tuscany was accommodating.

I would use our travel company and Zicasso again. I think the only downside is we tried to cram a lot in and it was hot. I probably should have asked for one to two fewer or shorter walking tours, especially on days we switched cities. Otherwise, it was excellent.

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Italy Trip Review: Rome, Siena, Orvieto, Venice, Pienza, Vatican, Colosseum, Roman Forum, Vespa Tour, E-Bike Tour, 10 Nights

Our trip to Italy was amazing! The tours that were organized for us were all excellent and engaging. 

The Vespa sidecar tour was an incredible way to kickstart the trip and our two teenage boys really enjoyed it. Our walking tours of the Vatican museums and the Colosseum and Roman Forum tours with our guide were excellent. We loved her. She was fantastic. Our tour of the crypts and catacombs was very interesting and the guide was very good.

The hotels were very nice and accommodating, especially in Rome and Venice. The car rental in Rome was good and the car was the perfect size for what we needed. It was just big enough to fit our luggage. 

The hotel in Orvieto was a bit spartan and had plumbing issues. Our tour guide in Orvieto was also great. The hotel in Siena was very nice. Our tour guide in Siena was very nice, but we had some difficulty hearing her. She did explain things nicely and took us to some interesting locations around the city, but not being able to hear her was a little challenging. The e-bike tour in Montepulciano was incredible. The scenic landscapes and the visit to Pienza was a nice surprise. 

Returning the car in Florence was very difficult and our only suggestion is that on the travel documents, the return address be included on the page of the event. We did not think to look back at the rental agreement. Driving in Florence is very difficult and can be overwhelming for some people. 

The train station was organized and it was easy to locate the train. The train ride itself was very easy and fast. 

Venice was outstanding. Our hotel was beautiful and comfortable, and the breakfast was incredible. Due to the difficulty we had in returning the car in Florence, our travel company was kind enough to buy us dinner at an wonderful restaurant in Venice, which was one of the highlights of the trip. 

Our family had a wonderful experience and the trip was so well planned and organized. I will be using our travel company for future trips and, on behalf of my family, I would like to thank you for the time of our lives!

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Italy Trip Review: Rome, Florence, Tuscany, Amalfi Coast, Pope Francis’ Funeral, Wine, Cuisine, Culture, Museums, Relaxation, 10 Nights

Zicasso’s tour operator planned the most amazing trip to Italy for us! My requirements were culture, romance, and relaxation. She delivered on every aspect. Although we missed our tour of the Vatican due to the Pope's funeral, my husband and I actually attended his funeral!! Our hotel, though planned many months before, was next to the basilica where Pope Francis was laid to rest. Talk about being a part of history!

We stayed in a beautiful converted villa to boutique hotel in Florence; got whisked away through the Tuscan countryside in a vintage Fiat 500; took cooking classes; sipped lovely wine, accompanied by excellent lunches on our winery tours; soaked in Italy's rich culture and museum scene; and even ticked the relaxation box by spending time by the pool, in the spa, and resting on our large deck overlooking the Amalfi coastline.

Every tour guide was extremely knowledgeable and personable, and it was evident they loved their jobs. Between memories of the boat ride along the Amalfi Coast, tips from the cooking classes I have already started using at home, and the cases of wine we are eagerly awaiting delivery of, my husband and I will forever hold Italy in our hearts and la dolce vita it provided us. 

Talk with our tour operator; you will be glad you did!

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Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist.

30,000+ Verified Traveler Reviews